Method of catalyzing condensation reactions

Details Method of catalyzing condensation reactions Method of catalyzing condensation reactions

1996-12-18

1999-03-23

Richter, Johann

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549308, C07D31706, C07D32302, C07D49310

Patent

active

058861963

ABSTRACT:
Hydrogen bis(oxalato)borate of the formula ##STR1## is used as a protonic acid catalyst in condensation reactions, such as Friedel-Crafts condensations, vinyl ether condensations of acetals with vinyl or propenyl ethers and acylations of phenols. The products of such condensations are, for example, dihydro-vitamin K.sub.1 monobenzoate, d,l-.alpha.-tocopherol, various intermediates in the synthesis of carotenoids as well as d,l-.alpha.-tocopherol acetate. As a result of the use in accordance with the invention of hydrogen bis(oxalato)borate various disadvantages associated with the use of other protonic acid catalysts, e.g. problems with corrosion, toxicity and environmental contamination, are avoided. The novel catalyst has advantages with respect to selectivity, yields, amounts required as well as working up after completion of the respective condensation.

REFERENCES:
patent: 3530098 (1970-09-01), Schweizer
patent: 5468883 (1995-11-01), Grafen et al.
Kobayashi, H., et al., Chemistry Letters, XP002028082, pp. 1185-1186 (1982).
Hoaglin, R.I., et al., J. Am. Chem. Soc., 80, 3069-3073 (1958).
Lamande, L., et al., J. Organometallic Chemistry, 329, 1-29 (1987).

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